Fluorous Supported Modular Synthesis of Heparan Sulfate Oligosaccharides

被引:59
|
作者
Zong, Chengli [1 ,2 ]
Venot, Andre [1 ]
Dhamale, Omkar [1 ,2 ]
Boons, Geert-Jan [1 ,2 ]
机构
[1] Univ Georgia, Complex Carbohydrate Res Ctr, Athens, GA 30602 USA
[2] Univ Georgia, Dept Chem, Athens, GA 30602 USA
基金
美国国家卫生研究院;
关键词
ORTHOGONAL-PROTECTING GROUPS; PHASE SYNTHESIS; PROTEOGLYCANS; DERIVATIVES; LINKER; SET;
D O I
10.1021/ol303270v
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The modular synthesis of heparan sulfate fragments is greatly facilitated by employing an anomeric aminopentyl linker protected by a benzyloxycarbonyl group modified by a perfluorodecyl tag, which made it possible to purify highly polar intermediates by fluorous solid phase extraction. This tagging methodology made it also possible to perform repeated glycosylations to drive reactions to completion.
引用
收藏
页码:342 / 345
页数:4
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